Asymmetric synthesis of pyrrolo[1,2-a]indoles via organocatalytic [3+2] annulation of substituted 2-vinylindoles with azlactones

被引:15
作者
Yang, Wulin [1 ]
Wang, Hao [2 ]
Pan, Zirong [2 ]
Li, Zhong [1 ,3 ]
Deng, Weiping [2 ]
机构
[1] East China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Sch Pharm, Shanghai 200237, Peoples R China
[2] East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, Shanghai 200237, Peoples R China
[3] Shanghai Collaborat Innovat Ctr Biomfg Technol, Shanghai 200237, Peoples R China
基金
中国博士后科学基金;
关键词
3+2] Annulation; Azlactones; 2-Vinylindoles; Asymmetric organocatalysis; Pyrrolo[1,2-a]indoles; Chiral phosphoric acid; ENANTIOSELECTIVE SYNTHESIS; AZOMETHINE YLIDES; BRONSTED ACID; CASCADE REACTION; ACCESS; CYCLOADDITION; DIHYDROCOUMARINS; CONSTRUCTION; DERIVATIVES; ALKYLATION;
D O I
10.1016/j.cclet.2019.09.008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The chiral phosphoric acid catalyzed asymmetric [3 + 2] annulation of substituted 2-vinylindoles with azlactones has been established. This reaction represented a practical approach for the synthesis of structurally diverse pyrrolo[1,2-a]indoles with two vicinal stereocenters including one tetrasubstituted stereocenter in good yields and good stereoselectivities under mild conditions. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:721 / 724
页数:4
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